Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
twitter

MetaCyc Reaction: 1.14.11.26

Superclasses: Reactions Classified By Conversion Type Simple Reactions Chemical Reactions
Reactions Classified By Substrate Small-Molecule Reactions

EC Number: 1.14.11.26

Enzymes and Genes:
deacetoxycephalosporin C hydroxylase Inferred from experiment : cefF ( Streptomyces clavuligerus )
deacetoxycephalosporin C synthase / deacetoxycephalosporin C hydroxylase Inferred from experiment : CEFEF ( Acremonium chrysogenum )

In Pathway: deacetylcephalosporin C biosynthesis

The reaction direction shown, that is, A + B ↔ C + D versus C + D ↔ A + B, is in accordance with the Enzyme Commission system.

Mass balance status: Balanced.

Enzyme Commission Primary Name: deacetoxycephalosporin-C hydroxylase

Enzyme Commission Synonyms: deacetylcephalosporin C synthase, 3'-methylcephem hydroxylase, DACS, DAOC hydroxylase, deacetoxycephalosporin C hydroxylase

Standard Gibbs Free Energy (ΔrG in kcal/mol): -119.75 Inferred by computational analysis [Latendresse13]

Enzyme Commission Summary:
The enzyme can also use 3-exomethylenecephalosporin C as a substrate to form deacetoxycephalosporin C, although more slowly. In Acremonium chrysogenum, the enzyme forms part of a bifunctional protein along with EC 1.14.20.1. It is a separate enzyme in Streptomyces clavuligerus.

Citations: [Martin94, Wu05b, Lloyd04a, Ghag96, Coque96, Baker91, Dotzlaf87]

Gene-Reaction Schematic: ?

Unification Links: KEGG:R05229 , Rhea:16805

Relationship Links: BRENDA:EC:1.14.11.26 , ENZYME:EC:1.14.11.26 , IUBMB-ExplorEnz:EC:1.14.11.26


References

Baker91: Baker BJ, Dotzlaf JE, Yeh WK (1991). "Deacetoxycephalosporin C hydroxylase of Streptomyces clavuligerus. Purification, characterization, bifunctionality, and evolutionary implication." J Biol Chem 266(8);5087-93. PMID: 2002049

Coque96: Coque JJ, Enguita FJ, Cardoza RE, Martin JF, Liras P (1996). "Characterization of the cefF gene of Nocardia lactamdurans encoding a 3'-methylcephem hydroxylase different from the 7-cephem hydroxylase." Appl Microbiol Biotechnol 44(5);605-9. PMID: 8703431

Dotzlaf87: Dotzlaf JE, Yeh WK (1987). "Copurification and characterization of deacetoxycephalosporin C synthetase/hydroxylase from Cephalosporium acremonium." J Bacteriol 169(4);1611-8. PMID: 3558321

Ghag96: Ghag SK, Brems DN, Hassell TC, Yeh WK (1996). "Refolding and purification of Cephalosporium acremonium deacetoxycephalosporin C synthetase/hydroxylase from granules of recombinant Escherichia coli." Biotechnol Appl Biochem 24 ( Pt 2);109-19. PMID: 8865604

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

Lloyd04a: Lloyd MD, Lipscomb SJ, Hewitson KS, Hensgens CM, Baldwin JE, Schofield CJ (2004). "Controlling the substrate selectivity of deacetoxycephalosporin/deacetylcephalosporin C synthase." J Biol Chem 279(15);15420-6. PMID: 14734549

Martin94: Martin JF, Gutierrez S, Fernandez FJ, Velasco J, Fierro F, Marcos AT, Kosalkova K (1994). "Expression of genes and processing of enzymes for the biosynthesis of penicillins and cephalosporins." Antonie Van Leeuwenhoek 65(3);227-43. PMID: 7847890

Wu05b: Wu XB, Fan KQ, Wang QH, Yang KQ (2005). "C-terminus mutations of Acremonium chrysogenum deacetoxy/deacetylcephalosporin C synthase with improved activity toward penicillin analogs." FEMS Microbiol Lett 246(1);103-10. PMID: 15869968


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 18.5 on Thu Nov 27, 2014, BIOCYC14A.